Radical-induced denitration of N-(p-nitrophenyl)propiolamides coupled with dearomatization: access to phosphonylated/trifluoromethylated azaspiro[4.5]-trienones.

Abstract

A robust dearomative denitration of nitroarene derivatives induced by a radical ipso-cyclization process has been developed, delivering valuable phosphonated or trifluoromethylated azaspiro[4.5]trienones with good functional group tolerance. This represents a convenient and powerful approach to activate nitroarenes in a radical manner.